1: 90 percent / LiAlH4 / tetrahydrofuran / 1 h / Heating 2: 100 percent / p-toluenesulphonic acid / CH2Cl2 / 4 h / 0 °C 3: 96 percent / CaCO3, HgCl2 / acetonitrile; H2O / 1 h / Ambient temperature 4: 1) Mg / 1) ether, 2) 0 deg C, 15 min 5: 90 percent / p-toluenesulphonic acid / methanol / 4 h / Heating View Scheme

1: 90 percent / LiAlH4 / tetrahydrofuran / 1 h / Heating 2: 100 percent / p-toluenesulphonic acid / CH2Cl2 / 4 h / 0 °C 3: 96 percent / CaCO3, HgCl2 / acetonitrile; H2O / 1 h / Ambient temperature 4: 1) Mg / 1) ether, 2) 0 deg C, 15 min 5: 90 percent / p-toluenesulphonic acid / methanol / 4 h / Heating 6: 92 percent / pyridinium chlorochromate / CH2Cl2 / 4 h / Ambient temperature View Scheme